| Identification | Back Directory | [Name]
BETA-CYANO-L-ALANINE | [CAS]
6232-19-5 | [Synonyms]
L-CNAla
H-CPA-OH
H-ALA(3-CN)-OH
H-b-Cyano-Ala-OH
H-β-Cyano-Ala-OH
β-Cyano-L-Ala-OH
H-ALA(BETA-CN)-OH
3-CYANO-L-ALANINE
B-cyano-L-alanine
β-cyano-L-Alanine
BETA-CYANO-ALANINE
H-BETA-CYANO-ALA-OH
L-Alanine, 3-cyano-
BETA-CYANO-L-ALANINE
H-BETA-CYANO-L-ALA-OH
β-Cyano-L-alanine≥ 98% (TLC)
(S)-2-Amino-3-cyanopropanoic acid
(2S)-2-amino-3-cyanopropanoic acid
[S,(-)]-3-Cyano-2-aminopropionic acid | [Molecular Formula]
C4H6N2O2 | [MDL Number]
MFCD00021722 | [MOL File]
6232-19-5.mol | [Molecular Weight]
114.1 |
| Hazard Information | Back Directory | [Description]
Hydrogen sulfide (H2S) is a naturally-occurring gasotransmitter with vasodilator and inflammatory modulating activity. H2S is synthesized naturally in a range of mammalian tissues principally by the activity of two enzymes, cystathionine γ lyase (CSE) and cystathionine β synthetase (CBS). β-cyano-L-Alanine (BCA) is a reversible inhibitor of the H2S-synthesizing enzyme CSE. BCA blocks H2S synthesis in rat liver preparations with an IC50 value of 6.5 μM and increases blood pressure in anaesthetized rats induced with hemorrhagic shock by inhibiting endogenous H2S synthesis. BCA at 50 mg/kg blocked both L-cysteine- and LPS-induced hyperalgesia in rats. | [Chemical Properties]
White to off-white powder | [Uses]
β-L-cyanoalanine is an amino acid that promotes seed germination in A. albus seeds. Beta-Cyano-L-alanine in the diet of adult locusts causes a decrease in the hemolymph volume thereby affecting water balance responses. L-β-cyanoalanine is an inhibitor of vitamin B6. | [Definition]
ChEBI: A cyanoamino acid that is the 3-cyano-derivative of L-alanine. | [Biochem/physiol Actions]
β-Cyano-L-alanine (BCA) is used as a cystathione γ-lyase (CSE) inhibitor to study the physiological roles of hydrogen sulfide in processes such as angiogenesis and hypertension. | [storage]
Store at -20°C | [References]
[1] L LI P K M. Putative biological roles of hydrogen sulfide in health and disease: a breath of not so fresh air?[J]. Trends in pharmacological sciences, 2008, 29 2: 84-90. DOI: 10.1016/j.tips.2007.11.003
[2] WANG R. Two’s company, three’s a crowd: can H2S be the third endogenous gaseous transmitter?[J]. FASEB Journal, 2002, 16 13: 1792-1798. DOI: 10.1096/fj.02-0211hyp
[3] MORRIS PFEFFER Charlotte R. β-Cyanoalanine, an inhibitor of rat liver cystathionase[J]. Biochemical pharmacology, 1967, 16 12: Pages 2299-2308. DOI: 10.1016/0006-2952(67)90217-1
[4] YING-YUAN PAMELA MOK. Role of hydrogen sulphide in haemorrhagic shock in the rat: protective effect of inhibitors of hydrogen sulphide biosynthesis[J]. British Journal of Pharmacology, 2009, 143 7: 881-889. DOI: 10.1038/sj.bjp.0706014
[5] ATSUFUMI KAWABATA . Hydrogen sulfide as a novel nociceptive messenger[J]. PAIN?, 2007, 132 1: Pages 74-81. DOI: 10.1016/j.pain.2007.01.026 |
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